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Detached for Sale in Oakville
New — Listed 5 days ago- MLS Number
- W12985726
- Property Type
- Detached
- Status
- active
- Days on Site
- 5
- Bedrooms
- 5
- Bathrooms
- 5
- Square Feet
- 3,000 - 3,499 sqft
- Neighbourhood
- Oakville
- Listing Brokerage
- RE/MAX ESCARPMENT REALTY INC.
If you've been waiting on the sidelines for the perfect combination of massive living space, untouchable privacy, and incredible value, your wait is officially over. Welcome to 198 Jessie Caverhill Passage-an executive residence on a premium 45-foot lot that checks every single box. This is a rare opportunity, and it is priced to move. Boasting 3,357 square feet of bright, above-ground elegance, this home is built for living large. Step inside to find soaring 9-foot smooth ceilings that carry through both the main and second floors. Stunning, premium hardwood flows flawlessly throughout the entire home. The heart of this property is a true chef's kitchen, fully loaded with upgraded cabinetry, quartz countertops, stainless steel appliances, and a massive center island. That kitchen flows right out into the ultimate game-changer: the backyard. Step outside onto a massive custom deck engineered to host 40 of your closest friends. The best part? You are completely surrounded by towering, mature cedars that deliver total privacy. In this highly sought-after Glenorchy neighborhood, that kind of seclusion is a massive rarity. It's your own private oasis. Head upstairs to find four generously sized bedrooms, including a guest suite featuring a private bath and a charming Juliet balcony. The primary retreat is an absolute showstopper, offering two walk-in closets and a spa-inspired five-piece ensuite complete with a freestanding soaker tub and glass shower. Need more space? Head downstairs to the fully finished, 1,400 square-foot lower level. This complete living suite features a massive rec room, a generous bedroom, a modern full bath, and a functional kitchenette. Whether it's an in-law suite or your premier game day headquarters, the value here is off the charts. With over 4,700 total square feet of finished living space, luxury finishes, and an extremely rare cedar-lined backyard, properties with this kind of immediate upside do not last. Don't sleep on it!
Estimate your monthly payments for this property
Estimated Payment
$7,961.56/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Oakville
Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Oakville
- •Convenient location in Oakville
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
198 Jessie Caverhill Pass, Oakville
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $600/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Just Listed - Act Strategically
This property hit the market within the last week. In Oakville's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
Detached Home Advantages
Detached homes in Oakville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Larger Home Realities
At 3,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Oakville.
Bathroom Count Matters
With 5 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.